Structure
ChemicalBook > CAS DataBase List > 1,2-Diphenoxyethane

1,2-Diphenoxyethane

Structure
Product Name
1,2-Diphenoxyethane
CAS No.
104-66-5
Chemical Name
1,2-Diphenoxyethane
Synonyms
1,2-DIPHENOXYETHANE;DIPHENYL GLYCOL;1,2-Diphenoxyethan;sym-Diphenoxyethane;DIPHENYL CELLOSOLVE;Domiphen Impurity 5;Diphenoxyethane (DPE);Ethane,1,2-diphenoxy-;Ethlene diphenyl ether;Ethane, 1,2-diphenoxy-
CBNumber
CB8260956
Molecular Formula
C14H14O2
Formula Weight
214.26
MOL File
104-66-5.mol
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1,2-Diphenoxyethane Property

Melting point:
94-96 °C (lit.)
Boiling point:
185 °C / 12mmHg
Density 
1.0781 (rough estimate)
vapor pressure 
0Pa at 25℃
refractive index 
1.5570 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
Water Solubility 
22mg/L at 25℃
BRN 
2052248
InChIKey
XCSGHNKDXGYELG-UHFFFAOYSA-N
LogP
3.81 at 25℃
CAS DataBase Reference
104-66-5(CAS DataBase Reference)
EPA Substance Registry System
2-Phenoxyethyl phenyl ether (104-66-5)
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Safety

Risk Statements 
51/53
Safety Statements 
22-24/25-61-36-29/56
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
TSCA 
Yes
HS Code 
29093090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
140287
Product name
1,2-Diphenoxyethane
Purity
99%
Packaging
5g
Price
$23.96
Updated
2024/03/01
TCI Chemical
Product number
D0866
Product name
Ethylene Glycol Diphenyl Ether
Purity
>99.0%(GC)
Packaging
5g
Price
$43
Updated
2024/03/01
TRC
Product number
D489405
Product name
1,2-Diphenoxyethane
Packaging
10g
Price
$50
Updated
2021/12/16
TRC
Product number
D489405
Product name
1,2-Diphenoxyethane
Packaging
250g
Price
$330
Updated
2021/12/16
AK Scientific
Product number
K865
Product name
1,2-Diphenoxyethane
Packaging
1g
Price
$14
Updated
2021/12/16
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1,2-Diphenoxyethane Chemical Properties,Usage,Production

Structure

The homo-bichromophoric system 1,2-diphenoxyethane possesses two conformational isomers, which differ in the central O–C–C–O dihedral angle. One, which shows C2 symmetry, can be described as a trans-gauche-trans (tgt) conformer, the other with C2h symmetry as a trans-trans-trans (ttt) conformer. 1,2-diphenoxyethane (C6H5–O–CH2–CH2–O–C6H5) can be viewed as composed of two anisole (C6H5–O–CH2) radical moieties. The excitonic splitting arises from the transition dipole moments (TDM) interaction in the two individual moieties. The excitonic splitting of the two different rotamers of 1,2-diphenoxyethane is different, due to (i) different symmetry, (ii) different distance of the chromophores, and (iii) different orientation of the chromophores. However, the TDM of the individual chromophores is the same for both rotamers. The interaction energy of the two transition dipole moments in 1,2-diphenoxyethane is one wavenumber or less, which is much smaller than the reorganization energy. Vibronic coupling, therefore, is treated as weak coupling[1].

Chemical Properties

Off-white Crystals

Uses

1,2-Diphenoxyethane is a reagent that is used in the production and use of activatable delivery compounds containing drugs or a detectable moiety and singlet oxygen-labile linkers.

Preparation

The preparation of Ethylene glycol diphenyl ether is as follows:A three-necked flask was charged with 15.7 g of bromobenzene (100 mmol) and 47 ml of DMF, and stirred. 12.7 g of sodium carbonate (120 mmol, 1.2 eq.), 1.9 g of cuprous iodide (10 mmol, 0.1 eq.), 1.87 g of 2,2'-bipyridine (12 mmol, 0.1 eq.) and 7.4 g of ethylene glycol (120 mmol, 1.2 equivalent), the reaction mixture was stirred at 100 ° C overnight. After recovering DMF under reduced pressure, 100 ml of water and 100 ml of toluene were added, and the aqueous phase was extracted three times with 300 ml of toluene, and the organic layers were combined. Washed sequentially with 5% sodium carbonate. The organic phase was dried over anhydrous sodium sulfate, filtered, and then filtered and evaporated,The crude product was recrystallized from isopropanol and dried in vacuo to give 19.5 g of product, yield 91%, purity over 99%.

Application

Ethylene glycol diphenyl ether can be used as a new heat-sensitive material sensitizer and a potential polyolefin catalyst additive.

General Description

1,2-Diphenoxyethane is the intermediate formed during sonochemical oxidation of phenoxyacetic acid and chlorophenol.

Flammability and Explosibility

Non flammable

References

[1] Jascha Martini . “Structural changes of 1,2-diphenoxyethane upon electronic excitation from a combined Franck-Condon/rotational constants fit.” Journal of Molecular Structure 1270 (2022): Article 133896.

1,2-Diphenoxyethane Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1,2-Diphenoxyethane manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Ethylene glycol diphenyl ether 104-66-5
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-29
WUHAN FORTUNA CHEMICAL CO., LTD
Product
1,2-Diphenoxyethane 104-66-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-17
Hebei Chuanghai Biotechnology Co,.LTD
Product
Ethylene Glycol Diphenyl Ether 104-66-5
Price
US $10.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
10 ton
Release date
2024-08-22

104-66-5, 1,2-DiphenoxyethaneRelated Search:


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